( sewer line replacement , heating system failure, etc )  you need to have funds available before problems happen 

Here is what it says:"Upon any failure of Resident to occupy the Premises for the full term of a fixed term tenancy, for any reason other than as provided in ORS 90.453(2), 90.472 or 90.475, Owner/Agent may charge Resident either:---A)all of the following: i) all rent, unpaid fees and other non-rent charges accrued prior to the date that Owner/Agent knew or reasonably should have known of the abandonment or relinquishment of the Premises; ii) all damages relating to the condition of the Premises; iii) an early termination fee in an amount not to exceed one and one-half month's stated rent and which is due on the earlier of the date Resident gives notice to vacate or the date the Premises is vacated; iv) interest on the above amounts at the statutory rate from the date each was due, and v) all other amounts due at the times specified in this Rental Agreement; or prospective buyers or B) all actual damages resulting from the early termination, including but not limited to: i) repayment of concessions; all rent through the earlier date the Premises is re-rented and the lease termination date; ii) advertising and administrative costs to re-rent the Premises; iii) concessions given to re-rent the Premises; iv) the difference in rent if a lower rental rate is received from a replacement resident during the remaining term of the original Rental Agreement; v) damages related to the condition of the Premises, and iv) interest on all amounts at the statutory rate.

That means you have 40% taken out of your cash flow to cover failure.  

Hello folks - Even though this was a failure I consider this a learning experience and looking for some insight since it looks like a chicken and egg situation.I won a bid on a website for a 1955 Capecod.

While I do believe you'd learn a lot, I think you have to think about whether you're ok with a high failure rate of your customers and your peers.

If you are in your current position with cash AND have plenty of monthly savings, I'd think that you are in pretty good shape and you are entering the territory where the costs of failure to act may outweigh the risks of not being better capitalized..

Failure to do so results in having to refund the entire security deposit, PLUS an additional 100% of the original deposit. 

This has all recently changed in the last couple months and I wish I began sooner because I've learned a ton.My goal here is to network with other investors and wholesalers, learn from success stories and/or failures, hear about what other people are doing to find deals in expensive markets like mine (Boston), and hopefully I can help others out as well.Looking forward to connecting with more investors who share the same goals and investing interests as me.

I understand such failure rates in training, I was an Air Traffic Controller (ATC) in the Army.

The middle class feels like talking to their peers about money is taboo, and something that should be avoided lest they sound boastful (if they are succeeding), or sound like they are a failure if they are struggling.